Arseno compound.



' scarcely so 1,028,1tlte 'ETED entices PAUL Ei-IBLICI-I AND LUDWEG BENDA,

ASSIGNORS T0 FARBVIERKE 'VORM. MEI

f I t' 't i "*1 1? itfiet the lit/E,

s'inn- Looms & zenttmine, on HocHsT-onnnsnnronr-minim-MAIN, GERMANY,

THE-MAIN, GERIIIANY, A. GURPOREATIQN UF'GERMANY.

ARfiFtlND COMPOUND.

No Drawing.

To'atl whom 2'2, may concern:

Be it known that We, PAUL Ennnxcei, M. 1)., professor of medicine, and Lunww BENDA, Ph. 1)., chemist, citizens of-the Em pirc of Germany, residing at Frankfortvon the-Main, Germany, have invented certain new and useful Ini )r'ovements in New Aiseno Compounds, 0 which thei'ollowing is a specification.

\Ve have found that the-t-aminoEl-oxy arylarsinic acids can be converted by treat ment with reducing agentsinto hitherto 1111 known diarnino derivatives of the 3415;31- ary]-arseno-3-oxy:aryls, corresponding to the formula:

The diamino derivatives of the 3--oxy-aryiarseno-fi-oxy-aryls obtainable from ft-amino doxyarylarsinic-acids by the action of reducing a ents, are yellowish powders ible in Water, but readily soluble in alkalis'and also in diluted hydrochloric acid; theynielt Withclecoinposition; "Wile/Z1 treated with nitrite and hydrochloric acid they yield yellow-colored diazo compounds.

' Their solution in hydrochloric acid gives With addition of sulfuric acid a ditiicultysoluble sulfate. When treatedwith zinc and hydrochloric acid, they are'sptit up with formationiof 4-a1nino-3-oxyarylarsins. They are isonlersof the products described in U. S. Patent No. 986,148, these latter products containing the hydroxyl group in para position, but the new ones in nieta 7 position to the arscno group.

,The' process for the production of the new arsenocompound is for instance asfol- I arsinate are dissolved in h liters of water and 2 liters of a solution of normal caustic sodadye and stirred with one kilo of anhydrous sodium hydrosulfite. This mixture 'fis heated 'for'sonie hours to 60-65? 0..

whereupon siA-diainino-ilB-dioxyui'senohcnzene separates in yellow flakes. For pnri'iy ing the product and converting; it into the chlorliydrate, which is soluble in water, the

arseno compound may be dissolved in alco- Spectfieation of Letters Patent.

Application filed August/7, 1911. Farm 3%. 642,886.

Patented Jam i912,

these new products heing'o'f great therapeur tical value, because they have a ha-z-tei -icidal action upon spirillae and ti- V1:-ancs n1es. The aforesaid et-aniino-3-oxy-arylarsinic acids can be prepared by treating the diazotizcd 3-nitro-st-an1ino-arylaisinic acids with acidbinding agents, combining the deityech azo-arylarsinic acids thus produced with azo components such as 2naphthol, re-' soi'cin, dioxynaphthalene sntfonic acids,

aminonaphtholsnlfonic acids) so as" to form azo dyestufis, and then splitting upsthe latter by the action of they are discolored, int-twprcted formula These reactions may be tor instance by the following holic li \'di-ochloric acid and thefilt-eied soiut'ion precipitated with other. lit is advant': moms to ctl'cct these operations without EtLathH oi" air. The tree a'i'seno compound terms a yellow ponder, which is scarcely soluble in water, but very rcadihr'soluble'iii diluted mineral acids and alkalis. Its hidrochlorid' solution sulfuric acid, a diiticultlysolu! ts sulfate,

and when treated with nitrite, a yellow. diazo combined with;

compound which, when i'edueing agents untilyields, on additimi 0t.

1.8.5 .miinonnnhtholseilfonie a id, yieldsjin.

with zinc and hvdrozrhloric acid, forming then .4.--uniino-fimxyanvtai'sins.

a non product, the symmetrical t. 2 itiumino-31mlioxyarselmlienzenc, being a \tilf!\\'t8il\ pmnlei, scarcely soluble in water nut readily soluble in allzalis and also in diluted hydrochlogic acid and melting with In testimony whereof, we affix our signa- (lgwqmposition; sald product yielding with tures in presence of two 'wltnesses. 1m ute and hydrochloric acid a. yellow diaz'o PAUL EHRLICH. cymlpound and Its hydrochlond solutlon xx 1511 addjtnon of sulfuric'acid a diflicultly- LUDWIG N filuble sulfate, being s lit up when treated Witnesses:

.ih zinc and hydroc loric acid, forming JEAN GRUND,

than ifimino-3-oxyphenylarsin. CARL GRUND. 

